Cheap Vacations in Waikoloa

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Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
Price was $952, price is now $788 per person
$788
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilton Pool Pass Incl. Serene Resort Gem

Hilton Pool Pass Incl. Serene Resort Gem

3 out of 5
Save 100% on your flight
Price was $1,631, price is now $1,252 per person
$1,252
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kolea - Walk to Beach with Pool Access

Kolea - Walk to Beach with Pool Access

4 out of 5
Save 100% on your flight
Price was $2,437, price is now $1,929 per person
$1,929
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,594 per person
$1,594
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

3 out of 5
Price was $1,464, price is now $1,206 per person
$1,206
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Shores at Waikoloa 234 at Bo Tree Tower

Shores at Waikoloa 234 at Bo Tree Tower

3 out of 5
Price was $1,294, price is now $1,073 per person
$1,073
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Villa Sea Renity

Villa Sea Renity

4.5 out of 5
Save 100% on your flight
Price was $1,284, price is now $1,069 per person
$1,069
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
Price was $1,333, price is now $1,032 per person
$1,032
per person
Jan 12 - Jan 14
found 7 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)

3-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Castle Waimea Country Lodge

Castle Waimea Country Lodge

2.5 out of 5
Price was $639, price is now $522 per person
$522
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $991, price is now $592 per person
$592
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,578, price is now $1,724 per person
$1,724
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Save 100% on your flight
Price was $814, price is now $566 per person
$566
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Price was $1,452, price is now $1,028 per person
$1,028
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,307, price is now $941 per person
$941
per person
Jan 27 - Jan 30
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Price was $1,343, price is now $1,011 per person
$1,011
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilton Pool Pass Incl. Serene Resort Gem

Hilton Pool Pass Incl. Serene Resort Gem

3 out of 5
Save 100% on your flight
Price was $1,631, price is now $1,252 per person
$1,252
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Price was $815, price is now $642 per person
$642
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kolea - Walk to Beach with Pool Access

Kolea - Walk to Beach with Pool Access

4 out of 5
Save 100% on your flight
Price was $2,437, price is now $1,929 per person
$1,929
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
Price was $1,208, price is now $971 per person
$971
per person
Jan 27 - Jan 30
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,594 per person
$1,594
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)

4-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4 out of 5
Price was $810, price is now $659 per person
$659
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Save 100% on your flight
Price was $1,284, price is now $829 per person
$829
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,765, price is now $1,207 per person
$1,207
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,286, price is now $2,259 per person
$2,259
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $943, price is now $673 per person
$673
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Save 100% on your flight
Price was $1,080, price is now $779 per person
$779
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

4 out of 5
Price was $1,073, price is now $822 per person
$822
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Save 100% on your flight
Price was $1,100, price is now $843 per person
$843
per person
Jan 23 - Jan 27
found 23 hours ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Price was $1,204, price is now $922 per person
$922
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,293, price is now $1,003 per person
$1,003
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Price was $1,118, price is now $873 per person
$873
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Price was $2,714, price is now $2,187 per person
$2,187
per person
Jan 27 - Jan 31
found 7 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)

5-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Hilltop Vacation Rental

Hilltop Vacation Rental

3 out of 5
Price was $707, price is now $476 per person
$476
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Price was $1,524, price is now $885 per person
$885
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Price was $1,205, price is now $770 per person
$770
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,024, price is now $666 per person
$666
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
Price was $1,871, price is now $1,232 per person
$1,232
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Price was $3,935, price is now $2,597 per person
$2,597
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $1,438, price is now $956 per person
$956
per person
Jan 6 - Jan 11
found 24 hours ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

4 out of 5
Price was $1,204, price is now $827 per person
$827
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $1,207, price is now $861 per person
$861
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Price was $1,373, price is now $984 per person
$984
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4 out of 5
Price was $928, price is now $685 per person
$685
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

3 out of 5
Price was $1,666, price is now $1,231 per person
$1,231
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)

6-7 night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Castle Waimea Country Lodge

Castle Waimea Country Lodge

2.5 out of 5
Save 100% on your flight
Price was $1,075, price is now $832 per person
$832
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,250, price is now $1,365 per person
$1,365
per person
Jan 10 - Jan 17
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,891, price is now $1,390 per person
$1,390
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Sea Village

Sea Village

2.5 out of 5
Price was $1,743, price is now $1,294 per person
$1,294
per person
Jan 10 - Jan 17
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $2,139, price is now $1,636 per person
$1,636
per person
Jan 10 - Jan 17
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
Save 100% on your flight
Price was $1,575, price is now $1,272 per person
$1,272
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
Save 100% on your flight
Price was $1,418, price is now $1,152 per person
$1,152
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Stunning Views Best Locale Hilo 2BRCondo

Stunning Views Best Locale Hilo 2BRCondo

4 out of 5
Save 100% on your flight
Price was $2,026, price is now $1,704 per person
$1,704
per person
Jan 14 - Jan 21
found 16 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilltop Vacation Rental

Hilltop Vacation Rental

3 out of 5
Price was $1,185, price is now $1,006 per person
$1,006
per person
Jan 14 - Jan 21
found 16 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
Price was $1,820, price is now $1,555 per person
$1,555
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4 out of 5
Price was $1,243, price is now $1,069 per person
$1,069
per person
Jan 14 - Jan 21
found 16 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $2,559, price is now $1,860 per person
$1,860
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)

Flight deals to Waikoloa

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Jan 28 - Wed, Jan 28
HNL
Oahu
KOA
Kona Coast
$74 Roundtrip, found 1 day ago
$74
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Wed, Jan 28 from Oahu to Kona Coast, returning Wed, Jan 28, priced at $74 found 1 day ago
Thu, Jan 22 - Thu, Jan 29
SEA
Seattle
KOA
Kona Coast
$218 Roundtrip, found 4 days ago
$218
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Jan 22 from Seattle to Kona Coast, returning Thu, Jan 29, priced at $218 found 4 days ago
Wed, Feb 18 - Wed, Feb 25
SAN
San Diego
KOA
Kona Coast
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Feb 18 from San Diego to Kona Coast, returning Wed, Feb 25, priced at $225 found 2 days ago

Top rated hotels for your Waikoloa vacation

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Drive Waikoloa HI
6.66 mi from city center
$232 nightly
The price is $274 total per night
$274 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
When you stay at Hilton Grand Vacations Club Ocean Tower Waikoloa Village in Waikoloa, you'll be by the ocean, within a 15-minute drive of Mauna Lani Beach and Mauna Lani Resort Golf Course.
Pool
Spa
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Free Cancellation
Reserve now, pay when you stay
6.64 mi from city center
$349 nightly
The price is $411 total per night
$411 total
Dec 14 - Dec 15
Total with taxes and fees
When you stay at Hilton Waikoloa Village in Waikoloa, you'll be on the beach, within a 15-minute drive of Mauna Lani Beach and Mauna Lani Resort Golf Course.
Pool
Hot Tub
Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Kings’ Land Waikoloa

4 out of 5
69-699 Waikoloa Beach Dr Waikoloa HI
5.29 mi from city center
$251 nightly
The price is $296 total per night
$296 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Hilton Grand Vacations Club Kings’ Land Waikoloa in Waikoloa, you'll be next to a golf course, just steps from Waikoloa Kings Golf Course and a 3-minute drive from Waikoloa Beach Golf Course.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.